1,4-bis[bis(aziridin-1-yl)phosphoroso]piperazine

• ChemBase ID: 53510
• Molecular Formular: C12H24N6O2P2
• Molecular Mass: 346.305482
• Monoisotopic Mass: 346.1435973
• SMILES: P(=O)(N1CC1)(N1CC1)N1CCN(P(=O)(N2CC2)N2CC2)CC1
• Canonical SMILES: O=P(N1CC1)(N1CC1)N1CCN(CC1)P(=O)(N1CC1)N1CC1
• InChI: InChI=1S/C12H24N6O2P2/c19-21(15-5-6-15,16-7-8-16)13-1-2-14(4-3-13)22(20,17-9-10-17)18-11-12-18/h1-12H2
• InChIKey: RWNNRGBCWXOVAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-bis[bis(aziridin-1-yl)phosphoroso]piperazine
• IUPAC Traditional name: 1,4-bis[bis(aziridin-1-yl)phosphoroso]piperazine
• Synonyms: 1,4-Bis[bis(1-aziridinyl)phosphoryl]piperazine; Dipin

Database IDs

• CAS Number: 738-99-8
• MDL Number: MFCD00405583
• PubChem SID: 162058273
• PubChem CID: 96563

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -3.834525
• LogD (pH = 7.4): -3.8345006
• Log P: -3.8345003
• Molar Refractivity: 85.4626 cm^3
• Polarizability: 34.9672 Å^3
• Polar Surface Area: 52.66 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Mechanism of Action: Alkylating agent

Product Information

• Application(s): Cytostatic; Immunosuppressant useful in treatment of cancer of larynx

REFERENCES

• Savin, Yu.I. et al., Khim.-Farm. Zh., 1976, 10, 49; Pharm. Chem. J. (Engl. Transl.), 1976, 10, 1627, (synth, metab)
• Chistyakov, V.V. et al., Khim.-Farm. Zh., 1984, 18, 1290; 1985, 19, 599; Pharm. Chem. J. (Engl. Transl.), 1984, 18, 732; 1985, 19, 351, (ms, metab)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, BJC250